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I can't really house hack, as I have a wife and two kids.

Interesting about the wind-down structure, I'll look into that more. some existing HMLs that don't have cooperating banks right now and probably would be glad to have it.  

For existing properties, you must make substantial improvements (equal to the property’s value, excluding land) within 30 months.Ensure the duplex qualifies as an OZ investment and complies with QOF rules.

I actually recommend house hacking as a first step if possible. 

It sounds like you have an un-permitted unit, which is essentially always a risk since there has been no notice to the AHJ that it exists and they can therefore initiate a code case to have it removed in most cases.

Hi all, I am considering the following strategy for a house hack in Old Town Alexandria.

By 2030, we want to have grown a portfolio of over 100 units, created a property management company that manages an additional 100-200 units, and, finally (and most importantly), we will have established a non-profit that is focused on quality, affordable housing that specializes in providing housing and resources at/on the "services cliff" alongside financial counseling and first-time home buyer education in our target area.Our target area is the Springfield, MA and Hartford, CT areas with dreams to expand to Central Massachusetts (Worcester, MA), Southern New Hampshire (Nashua, NH), and Southern Connecticut (New Haven, CT).Would love to meet up with likeminded individuals in our area!

To answer your question condos are better if they allow it but if you want to hop right in it with less risk I would go for a house or multi family deal.

Investment Info:

Small multi-family (2-4 units) buy & hold investment.

Purchase price: $165,000

Cash invested: $20,000

I bought a duplex in Racine that needed a lot of cosmetic upgrades. Both uni...